Issue 1, 2015
From the journal:

Chemical Communications

An unexpected reaction of 2-alkynylaryldiazonium tetrafluoroborate with sulfur dioxide†

Yong Luo,‡a   Xiaolin Pan,‡a   Chen Chen,b   Liangqing Yao*b  and  Jie Wu*ac  

* Corresponding authors

a Department of Chemistry, Fudan University, 220 Handan Road, Shanghai 200433, China
E-mail: jie_wu@fudan.edu.cn
Fax: +86 21 6564 1740
Tel: +86 21 6510 2412

b Obstetrics and Gynecology Hospital, Fudan University, 419 Fangxie Road, Shanghai 200011, China
E-mail: yaoliangqingcn@126.com

c State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, China

Abstract

An unexpected result from the reaction of 2-alkynylaryldiazonium tetrafluoroborate with sulfur dioxide is described. In the presence of morpholin-4-amine, this transformation catalyzed by copper(I) bromide proceeds through insertion of sulfur dioxide and intramolecular 5-endo cyclization, leading to benzo[b]thiophene 1,1-dioxides in moderate to good yields.

Graphical abstract: An unexpected reaction of 2-alkynylaryldiazonium tetrafluoroborate with sulfur dioxide

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/C4CC07938H
Article type
Communication
Submitted
08 Oct 2014
Accepted
30 Oct 2014
First published
30 Oct 2014

Chem. Commun., 2015,51, 180-182

Permissions

Request permissions

An unexpected reaction of 2-alkynylaryldiazonium tetrafluoroborate with sulfur dioxide

Y. Luo, X. Pan, C. Chen, L. Yao and J. Wu, Chem. Commun., 2015, 51, 180 DOI: 10.1039/C4CC07938H

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements